Real Estate Investment Properties for Sale in Hilton Head Island, SC

Looking for investment property in Hilton Head Island, SC with high ROI ?

Explore a variety of short-term homes & houses in Hilton Head Island, SC. Invest wisely with VRBO & Hilton Head Island, SC Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Hilton Head Island, SC

Search for Single Family Residential for Sale in Hilton Head Island, South Carolina. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 42 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
18 Sandpiper Street Hilton Head Island, SC Located in North Forest Beach on Hilton Head Island, this 7th-row beach home offers the ra...	3 beds \| 2 baths \| 1,666 sq.ft.	$1,375,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 0.34% Airbnb Rental Income: $2165 Traditional Rental Income: $2146 Airbnb ROI: -0.07% Traditional ROI: 0.34%
116 Dune Lane Hilton Head Island, SC Renovated second-row beach home in North Forest Beach on Hilton Head Island just steps fro...	4 beds \| 3 baths \| 2,564 sq.ft.	$3,199,000	Airbnb cash on cash: -0.95% Traditional cash on cash: -1.02% Airbnb Rental Income: $4116 Traditional Rental Income: $3050 Airbnb ROI: -0.95% Traditional ROI: -1.02%
30 N Forest Beach Drive Hilton Head Island, SC Welcome to 30 N Forest Beach Drive, a spectacular coastal retreat located in the highly so...	4 beds \| 4 baths \| 2,326 sq.ft.	$2,600,000	Airbnb cash on cash: -0.56% Traditional cash on cash: -0.52% Airbnb Rental Income: $3882 Traditional Rental Income: $3148 Airbnb ROI: -0.56% Traditional ROI: -0.52%
13 Vine Street Hilton Head Island, SC One Floor Living - No HOA! Discover the best location and affordability at 13 Vine Street....	4 beds \| 2 baths \| 2,305 sq.ft.	$495,000	Airbnb cash on cash: 2.9% Traditional cash on cash: 3.4% Airbnb Rental Income: $2818 Traditional Rental Income: $2393 Airbnb ROI: 2.9% Traditional ROI: 3.4%
29 Royal Pointe Drive Hilton Head Island, SC If you've been waiting for the perfect one-level Moss Creek home... this beautifully refre...	3 beds \| 2 baths \| 1,448 sq.ft.	$570,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 1.07% Airbnb Rental Income: $1933 Traditional Rental Income: $1949 Airbnb ROI: 0.08% Traditional ROI: 1.07%
3 Stella Del Mare Manor Hilton Head Island, SC Cross your private bridge into one of Hilton Head Island's most discreet and protected oce...	4 beds \| 6 baths \| 5,831 sq.ft.	$7,900,000	Airbnb cash on cash: -1.49% Traditional cash on cash: -0.94% Airbnb Rental Income: $2788 Traditional Rental Income: $6194 Airbnb ROI: -1.49% Traditional ROI: -0.94%
61 Hammock Oaks Circle Hilton Head Island, SC Discover the perfect blend of modern luxury, eco-conscious living, and Lowcountry serenity...	3 beds \| 3 baths \| 2,029 sq.ft.	$725,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 0.95% Airbnb Rental Income: $1908 Traditional Rental Income: $1893 Airbnb ROI: 0.23% Traditional ROI: 0.95%
9 Timber Lane Hilton Head Island, SC Gorgeously updated, move-in ready home in Moss Creek set on a quiet 1/2 acre homesite with...	3 beds \| 3 baths \| 3,407 sq.ft.	$1,069,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 0.37% Airbnb Rental Income: $1933 Traditional Rental Income: $2448 Airbnb ROI: -0.66% Traditional ROI: 0.37%
22 Vista Boulevard E Hilton Head Island, SC Set along the quiet, natural beauty of St. Helena Island, this thoughtfully updated reside...	3 beds \| 3 baths \| 1,786 sq.ft.	$819,999	Airbnb cash on cash: N/A Traditional cash on cash: 1.9% Airbnb Rental Income: $null Traditional Rental Income: $2719 Airbnb ROI: N/A Traditional ROI: 1.9%
13 Lenora Drive Hilton Head Island, SC Set on a spacious golf view lot, this beautifully renovated home offers the rare combinati...	2 beds \| 2 baths \| 1,777 sq.ft.	$850,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 1.54% Airbnb Rental Income: $702 Traditional Rental Income: $2418 Airbnb ROI: -1.01% Traditional ROI: 1.54%
102 Bay Point Road Hilton Head Island, SC Welcome to your Lowcountry retreat in the peaceful community of Lands End. This charming t...	3 beds \| 3 baths \| 1,810 sq.ft.	$759,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.82% Airbnb Rental Income: $null Traditional Rental Income: $2489 Airbnb ROI: N/A Traditional ROI: 1.82%
14 Bayley Point Lane Hilton Head Island, SC Designed for flexible lifestyles, 14 Bayley Point offers a rare waterfront setting in one ...	5 beds \| 5 baths \| 5,511 sq.ft.	$1,825,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.65% Airbnb Rental Income: $null Traditional Rental Income: $4445 Airbnb ROI: N/A Traditional ROI: 0.65%
2065 Deer Island Road Hilton Head Island, SC Searching for a truly private Sea Pines retreat with unmatched views just steps from Harbo...	1 beds \| 2 baths \| 816 sq.ft.	$1,195,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.32% Airbnb Rental Income: $null Traditional Rental Income: $1213 Airbnb ROI: N/A Traditional ROI: -0.32%
13 Delta Lane Hilton Head Island, SC Welcome home to the exclusive Long Cove Club in Hilton Head! This stunning 5-bedroom, 6.5-...	5 beds \| 7 baths \| 7,363 sq.ft.	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.44% Airbnb Rental Income: $null Traditional Rental Income: $7280 Airbnb ROI: N/A Traditional ROI: 1.44%
16 Planters Row Hilton Head Island, SC Experience unparalleled oceanfront luxury in the exclusive, private community of Port Roya...	5 beds \| 6 baths \| 4,622 sq.ft.	$7,200,000	Airbnb cash on cash: -1.02% Traditional cash on cash: -0.29% Airbnb Rental Income: $2404 Traditional Rental Income: $6689 Airbnb ROI: -1.02% Traditional ROI: -0.29%
126 Heartleaf Road Hilton Head Island, SC Gracefully set near the tranquil marshes of Jarvis Creek. Bailey's Cove offers this exquis...	5 beds \| 3 baths \| 2,439 sq.ft.	$689,990	Airbnb cash on cash: 1.01% Traditional cash on cash: 2.53% Airbnb Rental Income: $2006 Traditional Rental Income: $2463 Airbnb ROI: 1.01% Traditional ROI: 2.53%
27 Stable Gate Road Hilton Head Island, SC Sunrise marsh views. Single-level living. Iconic Lowcountry lifestyle. Wake up each mornin...	3 beds \| 2 baths \| 1,674 sq.ft.	$715,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 0.56% Airbnb Rental Income: $1933 Traditional Rental Income: $2028 Airbnb ROI: -0.35% Traditional ROI: 0.56%
138 Heartleaf Road Hilton Head Island, SC Gracefully set near the tranquil marshes of Jarvis Creek. Bailey's Cove offers this exquis...	4 beds \| 3 baths \| 2,439 sq.ft.	$699,990	Airbnb cash on cash: 1.7% Traditional cash on cash: 2.59% Airbnb Rental Income: $2573 Traditional Rental Income: $2535 Airbnb ROI: 1.7% Traditional ROI: 2.59%
134 Heartleaf Road Hilton Head Island, SC Gracefully set near the tranquil marshes of Jarvis Creek. Bailey's Cove offers this exquis...	4 beds \| 4 baths \| 1,999 sq.ft.	$659,990	Airbnb cash on cash: 1.87% Traditional cash on cash: 2.98% Airbnb Rental Income: $2573 Traditional Rental Income: $2641 Airbnb ROI: 1.87% Traditional ROI: 2.98%
17 Bridgeport Lane Hilton Head Island, SC Located in the Bridgeport section of gated Shipyard Plantation, 17 Bridgeport pairs a 2025...	3 beds \| 4 baths \| 2,104 sq.ft.	$999,999	Airbnb cash on cash: 0.38% Traditional cash on cash: 0.99% Airbnb Rental Income: $2165 Traditional Rental Income: $2189 Airbnb ROI: 0.38% Traditional ROI: 0.99%
45 Bay Point Road Hilton Head Island, SC Nestled in a rare coastal setting of Lands End, 45 Bay Pt presents a unique deep water opp...	3 beds \| 4 baths \| 2,074 sq.ft.	$1,150,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.38% Airbnb Rental Income: $null Traditional Rental Income: $2169 Airbnb ROI: N/A Traditional ROI: 0.38%
41 Mooring Buoy Hilton Head Island, SC Beautiful architectural design House with a distinctive curb appeal. Large floor to ceilin...	3 beds \| 4 baths \| 2,492 sq.ft.	$2,695,000	Airbnb cash on cash: -1.22% Traditional cash on cash: -0.46% Airbnb Rental Income: $1372 Traditional Rental Income: $2862 Airbnb ROI: -1.22% Traditional ROI: -0.46%
133 Heartleaf Road Hilton Head Island, SC Nestled along the picturesque Jarvis Creek, this stunning new home boasts three levels of ...	4 beds \| 3 baths \| 2,253 sq.ft.	$746,769	Airbnb cash on cash: 1.48% Traditional cash on cash: 2.22% Airbnb Rental Income: $2573 Traditional Rental Income: $2470 Airbnb ROI: 1.48% Traditional ROI: 2.22%
125 Heartleaf Road Hilton Head Island, SC Nestled along the picturesque Jarvis Creek, this stunning new home boasts three levels of ...	4 beds \| 3 baths \| 2,253 sq.ft.	$747,794	Airbnb cash on cash: 1.47% Traditional cash on cash: 2.2% Airbnb Rental Income: $2573 Traditional Rental Income: $2461 Airbnb ROI: 1.47% Traditional ROI: 2.2%
96 Bay Point Road Hilton Head Island, SC Beautiful 3 bedroom, 3 bathroom home across the street from the Port Royal Sound. Enjoy su...	3 beds \| 3 baths \| 1,662 sq.ft.	$679,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.56% Airbnb Rental Income: $null Traditional Rental Income: $2073 Airbnb ROI: N/A Traditional ROI: 1.56%
29 Bay Point Road Hilton Head Island, SC Discover effortless coastal living, with no HOA, in this beautifully updated waterfront re...	2 beds \| 3 baths \| 1,600 sq.ft.	$955,000	Airbnb cash on cash: -0.71% Traditional cash on cash: 1.29% Airbnb Rental Income: $719 Traditional Rental Income: $2193 Airbnb ROI: -0.71% Traditional ROI: 1.29%
21 Mcintosh Road Hilton Head Island, SC Set on over an acre with golf views in one of the most sought-after communities on Hilton ...	4 beds \| 4 baths \| 2,978 sq.ft.	$1,349,900	Airbnb cash on cash: 0.3% Traditional cash on cash: 1.34% Airbnb Rental Income: $2641 Traditional Rental Income: $3318 Airbnb ROI: 0.3% Traditional ROI: 1.34%
11 Big Oak Hilton Head Island, SC Enjoy breathtaking waterfront views and endless potential at 11 Big Oak Street. This prope...	3 beds \| 2 baths \| 2,150 sq.ft.	$1,300,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 0.73% Airbnb Rental Income: $1933 Traditional Rental Income: $2345 Airbnb ROI: -0.03% Traditional ROI: 0.73%
89 Governors Road Hilton Head Island, SC Set along a quiet residential street just a stone's throw from the Sea Pines Country Club,...	3 beds \| 3 baths \| 3,160 sq.ft.	$1,499,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 0.21% Airbnb Rental Income: $2386 Traditional Rental Income: $2547 Airbnb ROI: -0.33% Traditional ROI: 0.21%
266 Berwick Drive Hilton Head Island, SC Discover effortless Lowcountry luxury in Indigo Run's Berwick Green. Perfect for golf enth...	3 beds \| 4 baths \| 2,883 sq.ft.	$1,210,000	Airbnb cash on cash: -1.14% Traditional cash on cash: 0.63% Airbnb Rental Income: $1139 Traditional Rental Income: $2753 Airbnb ROI: -1.14% Traditional ROI: 0.63%
41 Wee Rd Hilton Head Island, SC Work on Hilton Head Island without sitting in hours of commuter traffic. This three-bedroo...	3 beds \| 3 baths \| 1,950 sq.ft.	$384,000	Airbnb cash on cash: 2.23% Traditional cash on cash: 4.91% Airbnb Rental Income: $1933 Traditional Rental Income: $2389 Airbnb ROI: 2.23% Traditional ROI: 4.91%
58 Sparwheel Lane Hilton Head Island, SC Experience elevated harbor front living in one of Hilton Head Island's most exclusive gate...	5 beds \| 5 baths \| 3,738 sq.ft.	$2,495,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.06% Airbnb Rental Income: $null Traditional Rental Income: $4825 Airbnb ROI: N/A Traditional ROI: -0.06%
137 Heartleaf Road Hilton Head Island, SC Gracefully set near the tranquil marshes of Jarvis Creek. Bailey's Cove offers this exquis...	4 beds \| 3 baths \| 2,439 sq.ft.	$749,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.2% Airbnb Rental Income: $null Traditional Rental Income: $2472 Airbnb ROI: N/A Traditional ROI: 2.2%
129 Heartleaf Road Hilton Head Island, SC Situated on scenic Jarvis Creek, this elegant NEW CONSTRUCTION residence offers three leve...	4 beds \| 4 baths \| 1,999 sq.ft.	$669,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.84% Airbnb Rental Income: $null Traditional Rental Income: $2633 Airbnb ROI: N/A Traditional ROI: 2.84%
146 Heartleaf Road Hilton Head Island, SC Situated on scenic Jarvis Creek, this elegant NEW CONSTRUCTION residence offers three leve...	4 beds \| 4 baths \| 1,999 sq.ft.	$674,965	Airbnb cash on cash: N/A Traditional cash on cash: 2.88% Airbnb Rental Income: $null Traditional Rental Income: $2634 Airbnb ROI: N/A Traditional ROI: 2.88%
141 Heartleaf Road Hilton Head Island, SC Gracefully set near the tranquil marshes of Jarvis Creek. Bailey's Cove offers this exquis...	4 beds \| 3 baths \| 2,439 sq.ft.	$787,974	Airbnb cash on cash: N/A Traditional cash on cash: 2.06% Airbnb Rental Income: $null Traditional Rental Income: $2477 Airbnb ROI: N/A Traditional ROI: 2.06%
7 Peninsula Drive Hilton Head Island, SC Located in the gated community of Moss Creek, this exceptional custom home is set on appro...	5 beds \| 5 baths \| 4,500 sq.ft.	$2,695,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 0.91% Airbnb Rental Income: $3110 Traditional Rental Income: $5277 Airbnb ROI: -0.24% Traditional ROI: 0.91%

Your search for investment property begins and ends here

Single Family Homes for Sale in Hilton Head Island, SC

18 Sandpiper Street

Hilton Head Island, SC

3 beds | 2 baths | 1,666 sq.ft.

$1,375,000

Airbnb cash on cash: -0.07%

Traditional cash on cash: 0.34%

Airbnb Rental Income: $2165

Traditional Rental Income: $2146

Airbnb ROI: -0.07%

Traditional ROI: 0.34%

116 Dune Lane

Hilton Head Island, SC

4 beds | 3 baths | 2,564 sq.ft.

$3,199,000

Airbnb cash on cash: -0.95%

Traditional cash on cash: -1.02%

Airbnb Rental Income: $4116

Traditional Rental Income: $3050

Airbnb ROI: -0.95%

Traditional ROI: -1.02%

30 N Forest Beach Drive

Hilton Head Island, SC

4 beds | 4 baths | 2,326 sq.ft.

$2,600,000

Airbnb cash on cash: -0.56%

Traditional cash on cash: -0.52%

Airbnb Rental Income: $3882

Traditional Rental Income: $3148

Airbnb ROI: -0.56%

Traditional ROI: -0.52%

13 Vine Street

Hilton Head Island, SC

4 beds | 2 baths | 2,305 sq.ft.

$495,000

Airbnb cash on cash: 2.9%

Traditional cash on cash: 3.4%

Airbnb Rental Income: $2818

Traditional Rental Income: $2393

Airbnb ROI: 2.9%

Traditional ROI: 3.4%

29 Royal Pointe Drive

Hilton Head Island, SC

3 beds | 2 baths | 1,448 sq.ft.

$570,000

Airbnb cash on cash: 0.08%

Traditional cash on cash: 1.07%

Airbnb Rental Income: $1933

Traditional Rental Income: $1949

Airbnb ROI: 0.08%

Traditional ROI: 1.07%

3 Stella Del Mare Manor

Hilton Head Island, SC

4 beds | 6 baths | 5,831 sq.ft.

$7,900,000

Airbnb cash on cash: -1.49%

Traditional cash on cash: -0.94%

Airbnb Rental Income: $2788

Traditional Rental Income: $6194

Airbnb ROI: -1.49%

Traditional ROI: -0.94%

61 Hammock Oaks Circle

Hilton Head Island, SC

3 beds | 3 baths | 2,029 sq.ft.

$725,000

Airbnb cash on cash: 0.23%

Traditional cash on cash: 0.95%

Airbnb Rental Income: $1908

Traditional Rental Income: $1893

Airbnb ROI: 0.23%

Traditional ROI: 0.95%

9 Timber Lane

Hilton Head Island, SC

3 beds | 3 baths | 3,407 sq.ft.

$1,069,000

Airbnb cash on cash: -0.66%

Traditional cash on cash: 0.37%

Airbnb Rental Income: $1933

Traditional Rental Income: $2448

Airbnb ROI: -0.66%